Long Island Transgender Classifieds
Browse Long Island transgender classifieds to meet local transexuals, crossdressers and shemales for sex, dating or friendship. Contact any of these trans advertisers to swap pics and contact info. Chat online or text and arrange real-time sex hookups if you feel a connection. It's free to search all trans classifieds, or post your own adult ad!
Home / Dating / Transgender
Show Ads In: Albany | Binghamton | Buffalo | Catskills | Chautauqua | Elmira-Corning | Hudson Valley | Ithaca | Long Island | New York City | Plattsburgh-Adirondacks | Rochester | Syracuse | Utica | Watertown
- October 28th, 2026
Transgender Goddess for Late-Night Escapes & Filthy Fun ๐๐ It’s late. You’re restless. And you’re craving something… different ๐ - View My Transsexual Dating Profile -
As your TS fantasy girl I offer sultry and smooth vibes while delivering experiences beyond what your ex could have imagined. My secret between...
Email Long Island Shemalesโค๏ธโ๐ฅ I'm a well hung TGIRL and Want to have some sexy fun tonight.. Let's Fuck
Want to meet the Shemale and Transsexual of your dreams? Look no further, this website gives you instant access to real TGIRLS, SHEMALES and TRANSSEXUALS!! The best part is they are online and you get connected...
Hot sexy shemale doll visiting Long Island now Shemale Visiting Long Island
Very hot sevy and curvy shemale chick with big delicious lady stick, fully functions for top or bottom. Message me on my profile page @TaylaShemale1.
Seeking a kind gentleman for romance and fun. I adore introducing men who are new to shemale sex. HMU! Possible lo...
SECRET CROSSDRESSER? - Meet with Me for Discreet Dressing in Long Island Secret Crossdressing Hookups in Long Island
Hey there. I'm Sam (Samantha when dressed up). If you're reading this ad you may be a crossdresser who needs to let your feminine side out to play. Me too! If you're in the closet or married, it's no problem. I live alone, have a nice, home with a private...
Cute TS Sugar Baby Seeking Male๐Aria Username: @AriaSweet
Trans Friendly: Yes
Private Meetups: Yes
Phone Chat: Yes
Pics Available: 18
Message me if you like feminine Transsexual ๐ฌ
Hello, I am AriaTS here in Long Island. A very sweet and very feminine trans-girl that loves to be your sugary little sugar-baby, accompanied by a m...
TS Sugar Baby ๐ Femme, Flirty & Looking for the Right Man in Long Island I’m a transgender sugar baby who loves femininity, attention, and being appreciated by a confident man who knows exactly what he wants.. Confidence speaks louder than words. Gentle touches matter more than grand gestures ever could. Let's Link Up Babe -
Fond of the sugar dynamic. Getting pamp...
Road Head Sally Drivin' Hard in Long Island Tonight! I'm Road Head Sally a horny t-girl for you busy guys on the go in Long Island. Hey, what's the best time for road head? When there's gas in the tank baby! Let's go for a wild ride your car or mine and let me treat you to Sally's specialty. I drive or you drive which ever you prefer. We can drive or ...
Hi Guys!! 32 y/o Trans looking for someone fun! Lara 32 y/o Transexual in Long Island for Man
Hello, thanks for looking at my ad! I'm Lara. I am 32 years old and transitioned when I was 24 but no surgery other than breast augmentation and some minor body touchups. I pass exceptionally well, fully functional. I'm feminine and classy so you will b...
I want to be a whore I am a transexual very hot. Good with my mouth and my ass. Comment on my photos. I would appreciate it if you downloaded my photos and share me with other men in the Long Island area. Click here and come see me anytime!...
Strict Shemale Dominatrix in Long Island - @DesireeTransDomme Powerful African-Queen Dominatrix in Long Island
I am full-time professional Domme Desiree. My Long Island area dungeon is well equipped. This is My life, not a hobby. I am a strong-willed shemale who will take charge and maintain total control. Your obedience is required at all times and you will ...
Don't Worry I Bite! Feisty redhead trans in Long Island full of fun and loves it rough on the bottom. I'm 5'9, 170 pounds, 32 years old, well endowed, fully functional, passible and hot to trot. You can take me anywhere, but I can't promise to always behave. I have a dirty mind and when the urge hits it's hard to contr...- October 27th, 2026
Hot trans chick with nice boobs Hot trans chick in Long Island. Sheila wants to meet you. Hey guys, I am Sheila and I am ready for a date! Blonde hair, nice boobs, good curves and very kissable lips. I'm pre-op, well endowed and functional, top or bottom. I love oral sex giving, receiving or 69. Want to explore kinks? Me too!! Wan...
British T-girl Seeking Classy Gentleman in Long Island... I am Lacy, a white, blonde haired, trans woman, 30 years old, 5'9, 160 pounds, from Manchester, England and need a man who is educated, refined and handsome. I have just relocated to Long Island and am financially independent and looking for a gentleman who is like-minded, equally solvent and has ex...
Partners in crime, or? Sexy, Slytherin, Aries, ISTP and more, if that gives you a hint about my personality traits. So, I’m a sexy, sensual, tender, animal loving, bookworm. I am a bit of a flirty whore, who loves mystical magical movies and stories, so let’s get that out in the open. If you live in the L...
!!!HOT - TRANS FUCKBOOK - HOT!!! Hookup With a Hot T-Girl in Long Island
Meet sexy shemales ready to have some adult fun with their admirers.
Over 1,240 t-girls in Long Island to heat up your love life tonight!
Join free for instant access to their sexy profiles and chat.
View: Explicit Shemale Photos
Enjoy 24/7 Online...
Having fun and Staying Young Young-ish trans fem looking for nice date with lady. I am kind and thoughtful and you will have a very good evening if I take you out. Let me know what you want to do or where you want to go. View profile @SherryTransFem33 and message me. Send your pics for mine. I'm hoping to find real chemistry an...
Luxury Ebony TS Sugar Baby With Style ๐ ๐ Hello handsome… I am a ebony trans sugar baby, a beautiful, classy and elegant young lady. I look for confident men that are also very kind to women and who like to spoil a gorgeous lady. Fashion, food and especially great chemistry are my top priorities. let's plan our play date.
I love peo...
๐ Cute TS Girl Looking for the Right Guy ๐ Just moved to Long Island๐ Gorgeous, very sweet and easy to get to know. I am a trans girl seeking to meet men that are confident and know what they are looking for, yet are also looking for some friendship with a new person. I enjoy going out for cocktails and having a good time, flirting with t...
Free New York Transexuals Guide New York Transexuals Guide
The New York Transexuals Guide was prepared by our trans experts at AmericanTransexuals.com. We bring trans women and admirers together for friendship, dating and sex hookups. View our free New York Transexuals Guide online.
Where to Meet Transexuals in New ...
Transgender๐ขTINA TS๐๐ Ready to play with a TGirl Tonight?
Hi babe, I'm Tina ๐ I'm in Long Island and ready to meeup and hookup in LA tonight.. Let's hang out and have some super sexy fun!! I really need to get out and have some fun. Come check out MY PROFILE, browse my pix, videos and send me a message now....- October 26th, 2026
Tantalizing Tina with a HUGE W33NAH! Long Island Trans Woman for Hookup!
Hey gents I'm Tina a trans female hot for all you sexy Long Island men and wnat to show you a time you'll never forget! Do you like them thick, long and uncut? Then I'm the girl for you. Look no further for a passible and functional t girl - HERE I AM!
Abo...
I'm the Girl Your Mum Never Warned You About!... But then, how could your mother have known? I'm Dirty Diana corrupting good decent honest men like yourself here in Long Island for many moons. I got a big secret and it's show and tell time baby! It's easier to show you than to tell you. I'm fully functional and passible. I need a sexy man who live...
The Trevor Project Saves Young LGBTQ+ Lives BonePage Supports The Trevor Project
Proudly sponsored by Long Island Lesbian, Gay, Bisexual & Trans Dating Community
The Trevor Project Donations, by Megan Morrison
BonePage.com proudly supports The Trevor Project, an organization dedicated to suicide prevention among lesbian, gay, bise...
Latina TS Dirty Girl Looking for a Gentleman's Dark Side ๐ฅ๐ Sweet on the surface. Filthy underneath. View My Trassexual Dating Profile Here -
As a TS darling I present like a dream while playing like a fantasy. Stockings. Heels. A tight dress. Soft skin. And a throbbing surprise you’ll love exploring ๐ I need you to undress me gr...
Trans Playmate Sex Kitten... Ebony trans woman in Long Island wants to be your sex kitten and playmate so let's make a playdate! I love all men so any race or body type or political side is fine with me. I can get along with anyone and we're gonna have a great time. I do all men, gay, bisexual, bicurious, swingers and groups. I...
Dr Freakin'furter - Mine's Bigger Than Yours! White T-girl here and I'd bet mine is bigger than yours. We'll just let it be our little intimate surprise when the time comes. No one needs to know our business, Let's just keep it discreet. If you live in the Long Island area come see if you measure up! Click here for explicit photos. Lo...
SHEMALE HOOKUPS! Wanna Have a Great Time? Join Free Now! HOT! SHEMALE HOOKUPS
"The girl with a naughty little secret in her panties!"
SIGNUP FREE: INSTANT ACCESS! Shemale Profiles
Black Shemales | Asian Shemales | Crossdressing Friends...
Black/Ebony Transsexual - Your New Addiction โ One Taste and Youโll Beg for More ๐๐ Warning: I’m addictive ๐ View My Ebony TS Profile here -
I possess more than attractive features. I am a complete TS woman who enjoys teasing and pleasing while taking control of your dreams. My body features long legs and thick thighs and soft lips and a hidden secret th...